Litcius/Paper detail

The Application of Bicyclo[1.1.1]pentane as a Bioisostere of the Phenyl Ring in Pharmaceutical Chemistry

Zhuohan Fang, Xuhong Qian, Xuehe Lu, Wu‐Lin Yang, Nian‐Feng Wan

2024Synthesis19 citationsDOI

Abstract

Abstract Bicyclo[1.1.1]pentane (BCP) is a bridging ring skeleton with three-dimensional structure. BCP is a bioisostere of the phenyl ring, tert-butyl group, and alkynes; it has excellent physical and chemical properties compared with phenyl ring, so it has been widely considered by the pharmaceutical chemistry. This short review examines related reports of BCP as a bioisostere of the phenyl ring, and the changes in physicochemical properties and biological activity after substitution. The solubility, clogP, and metabolic toxicity of the drug are improved by BCP bioisosteres, but the biological activity of BCP is lower than the phenyl ring. The application of BCP in drug research and development will be further expanded to provide more possibilities for future drug innovation and development. 1 Introduction 2 Replacement of Phenyl Rings by BCP 3 Conclusion

Topics & Concepts

ChemistryBioisostereBicyclic moleculePentaneRing (chemistry)Medicinal chemistryStereochemistryOrganic chemistryChemical synthesisBiochemistryIn vitroFluorine in Organic ChemistryCyclopropane Reaction MechanismsSynthesis and Catalytic Reactions